Fenbufen → (1,1'-Biphenyl)-4-butanoic acid, gamma-hydroxy-

HRID 1389972

Reaktionsgleichung

Reaktionsgleichung von HRID 1389972
C1(C2C=CC=CC=2)C=CC(C2OC(=O)CC2)=CC=1.[C:19]1([C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)[CH:24]=[CH:23][C:22]([C:25]([CH2:27][CH2:28][C:29]([OH:31])=[O:30])=[O:26])=[CH:21][CH:20]=1.[BH4-].[Na+]>C(O)(=O)C>[C:19]1([C:32]2[CH:33]=[CH:34][CH:35]=[CH:36][CH:37]=2)[CH:20]=[CH:21][C:22]([CH:25]([OH:26])[CH2:27][CH2:28][C:29]([OH:31])=[O:30])=[CH:23][CH:24]=1

Komponenten

5

Edukt 3

HCID 3335FenbufenHCID 4311764Sodium borohydrideHCID 110319282(3H)-Furanone, 5-[1,1'-biphenyl]-4-yldihydro-

Produkt 1

HCID 16072199(1,1'-Biphenyl)-4-butanoic acid, gamma-hydroxy-

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

The compound 5-(4-biphenylyl)dihydro-2-(3H)-furanone may be prepared by treating 3-(4-biphenylylcarbonyl)-propionic acid in basic medium with sodium borohydride. The addition of acetic acid precipitates a solid which is again treated with sodium borohydride in basic medium, and precipitated with glacial acetic acid giving 4-(4-biphenylyl)-4-hydroxybutyric acid. This product is treated with a mineral acid and then neutralized with sodium acetate giving the desired product.

Aufarbeitung

  1. customprecipitates a solid which
  2. additionis again treated with sodium borohydride in basic medium
  3. customprecipitated with glacial acetic acid

Quellen und Nachweise

ORD-Eintrag
ord-0dc3400fae7d49659aa548ee8ea7fbbb
Quelldatensatz
uspto-grants-1981_01
Patentnummer
US04247466

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